Dog Sitting Crestwood
Book a Crestwood dog sitter to watch your dog in your sitter’s home or yours.
Over 132 pet parents in Crestwood have booked dog sitting
Crestwood, Find top rated dog sitting
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Lauryn is fabulous as a pet sitter! Her calm but fun presence was just what our dogs respond to well! She sent so many great pictures capturing what was happening while we were away. Baxter is not initially warm and friendly and he was cuddling in her lap in no time. She knows animals of all kinds! She handled all their needs including the three times a day medication Baxter needs.”
“Alex has gone way over and above in the care of my best friend! I have used home several times and am continually blessed by his professionalism and attention to detail. I will continue to call on Alex to visit Buddy!”
“Katie is the perfect mix of gentle calm and command with Felicity! My dog trusts her and is excited when she’s around, and I can trust that my pup is in good hands with her.”
“Since Buddie can’t talk, I will be glad to say for her. Katie has been reliable and kind to me all week while my mom is working. I smile for my pictures and I am so happy that she comes every day to visit.”
“Gabbie is great! My pup is pretty shy and going through some health concerns. Gabbie was attentive to what my dog needs, has been consistently on-time and has built up trust with her in the span of a week. Sadie seems really excited when Gabbie comes by and seems to enjoy their mid-day play sessions!”
“Rachel took great care of my special-needs senior dogs. They all warmed up to her quickly. And I was able to relax into my time away knowing that she was so capable.”
“Alicia took great care of my cats when I was out of town! She was punctual, respectful, and communicated well from the moment I sent the booking request. I came home to happy cats, highly recommended!”
“Misty treated Sugar like the queen she is!! Misty was very sweet and kind to Sugar and followed our instructions perfectly. She was very informative in her check in updates and made us feel very comfortable in leaving Sugar in her care. We will for sure use Misty again.”
About: I have been taking care of dogs my whole life. My sweet Charlie passed in 2024 and to fill the void, I am now taking care of other people's pets. I am able to administer meds or whatever is needed. I work from home, so I am very flexible in my schedule. I can go to your house for boarding, or your pets can stay here. I love having toys around for the pups to play with. Very pet friendly environment. I do not have any other pets in my home. I only have one booking at a time. I want to make sure to give your fur babies all the love they deserve. Its only me at my home. My son is in college.
“Katie looked after my 3 cats for drop in visits and was excellent! She was able to do medicine for the little one and everyone was happy when I got home.”
“This was our first time using Laura through Rover, and we couldn’t be happier. I was a bit nervous at first, but she was fantastic with our dog, Brownie. You can tell she really cares Brownie did great with her! Communication was fast and easy; she always responded quickly to messages. Overall, we had a great experience and will definitely be rebooking her soon. Highly recommend!”
About: I have always been passionate about animal care, specifically dogs. I have 3.5 years of veterinary technician experience and have also worked at boarding facilities such as Pet Paradise. I am a student at Saint Louis University majoring in Biology, furthering my education in animal behavior. I enjoy jogging in my spare time, and have the stamina needed to play with or jog with pets. I am available on weekends during the day and most evenings. There’s nothing I love more than taking care of pets! I look forward to taking care of your fur babies! I am a current graduate student, and therefore am working several hours a day during the week, but I am available most nights and on the weekends anytime! I am a helicopter parent when it comes to my own dog, and treat other pets with the same level of care and caution. I love sending pictures (if allowed) to ensure great care, and frequently keeps owners updated on how their fur babies are doing.
“Hayle was gracious enough to take my almost last minute 3 day booking when my friend (who usually checks in on my boy) wound up having to go out of town for the second half of my trip. We had enough time for a quick meet n greet and got things squared away before I left. I feel like I didn't give enough info about my boy and probably forgot things for her when she came here. In spite of that, she did a fantastic job and my boy was taken care of while I was gone. Thanks so much!”
About: I have had pets and taken care of other's pets for most of my life! I absolutely adore animals of all kinds. I have been house/pet sitting for the last few years on my own but I'm trying to expand my client base and meet new furry friends! I also have lots of experience with cats! A large portion of my clients prefer overnight stays but I am willing to do drop ins as well. I'd love to hear from you soon. I currently work part time and my schedule is pretty flexible. With notice I can make sure I am able to spend plenty of time with your babies! I have done some house sitting before and never had any complaints! I am also very responsive and I will take good care of your pets and your home. No worries!
“Our three kitties loved her, usually the gray one is shy but he let her pet him right off the bat. Stephanie kept an open line of communication and was nice to work with. I will use her services again in the future.”
The median cost per visit for dog sitting in Crestwood is $20
Dog parents share their Rover experiences - Crestwood
Claire was wonderful! She was very communicative, flexible, and took great care of Bruno while I was out of town. Bruno takes several medications and occasionally has seizures, so it can be stressful leaving him, but Claire made me feel completely at ease and gave me so much peace of mind knowing he was in good hands. I would absolutely recommend her and will definitely use her again! 🥰🐶
Absolutely loved having Mike care for my senior pets and young puppy. It gave me such peace of mind, especially since this was my first Rover booking. He was thoughtful, very communicative and patient with my 4mo old high-energy pup. I will definitely book him again!
Kelly did an amazing job! Our pups were completely comfortable with her and received wonderful care. She provided updates for every single visit, and the pups looked incredibly happy in all of her photos. Even with our last-minute request, she jumped right in and reassured us that they would be well looked after. Thank you so much!
This was my first time using Rover to have someone check on my dogs. I was a bit nervous of how it would go since my dogs get scared easily of new people, but Karen was very patient and attentive with them and overall did a fantastic job! She provided updates during each of the check ins and bonded with the dogs as the days went by. I would 100% recommend Karen as a dog sitter and if I need someone to watch my dogs again using Rover, Karen would be my first choice!
Anne was absolutely wonderful with our four month old puppy. He loves meeting new people, but is still very energetic (and teething). She was very patient with him and added in lots of playtime to tire him out. We will be highly recommending her to friends and family in the area!
Emily was so trustworthy and kind!! She took such great care of our two dogs on short notice, making sure to give them plenty of love, walks, playtime, and following our complicated pill and feeding routine. We have never felt so comfortable leaving town and will definitely ask for her help again in the future!
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.
Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Meet local sitters who will treat your dogs like family
1. Search
Browse profiles of sitters near you who offer dog sitting
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests for dog sitting - Crestwood
Select a filter and find qualifying sitters offering dog sitting.Sitters in Crestwood average 6 repeat dog sitting clients
FAQs for Dog Sitting - Crestwood
Frequently asked questions about Rover
The average cost of Dog Sitting in Crestwood on Rover is $24 per visit as of October 2026. Most bookings cost between $13 and $28 per visit. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of October 2026, there are 2,670 sitters on Rover offering Dog Sitting across Crestwood. Enter your ZIP code to see which available sitters are closest to your home.
You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.
Before booking, confirm:
- the timing, length, and frequency of visits;
- the care instructions the sitter should follow;
- which parts of your pet’s usual routine should be prioritized;
- how often you would like to receive messages, photos, or other updates.
Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.
Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Crestwood choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!
Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.
Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to 25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .
The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.
All bookings are backed by the Rover Guarantee , which provides up to 25,000 in eligible veterinary care reimbursement.
A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet or the new environment.
During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet .
While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.
To find sitters in Crestwood with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.
Yes, you can find sitters who have experience with handling special pet needs in Crestwood. On Rover:
- 94% of sitters can help with special care needs
- 97% can help with giving oral medications or injections
- 95% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.
sitters on Rover set their own cancellation policy , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.
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